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Find cheap flights from Chicago Midway Airport to United States from $40

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to the United States departing on 9/16. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Sat 7/6
Sat 7/13

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Best United States Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

New York
New York1 stop$100
Los Angeles
Los Angeles1 stop$171
Orlando
Orlandononstop$70
Las Vegas
Las Vegasnonstop$78
Miami
Miaminonstop$48
San Francisco
San Franciscononstop$78
Boston
Boston1 stop$98
Washington, D.C.
Baltimorenonstop$60
Denver
Denvernonstop$66
Seattle
Seattle1 stop$172
Atlanta
Atlantanonstop$31
Dallas
Dallasnonstop$58
Tampa
Tampanonstop$48
Houston
Houstonnonstop$80
Honolulu
Honolulu1 stop$597
San Diego
San Diego1 stop$132
Philadelphia
Philadelphianonstop$53

Good to know

Low season

January

High season

March

Cheapest flight

$40
Best time to beat the crowds with an average 14% drop in price.
Most popular time to fly with an average 12% increase in price.
Flight from Chicago Midway Airport to Las Vegas

FAQs - booking United States flights

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to United States?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago Midway Airport to United States.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to United States?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to United States from Chicago Midway Airport is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago Midway Airport to United States?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to United States with an airline and back to Chicago Midway Airport with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago Midway Airport to United States?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to United States from Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding cheap flights to the United States

  • Looking for a cheap flight? 25% of our users found tickets from Chicago Midway Airport to the following destinations at these prices or less: Atlanta $78 one-way - $131 round-trip; Denver $53 one-way - $84 round-trip; Orlando $78 one-way - $154 round-trip
  • On average*, there is no price difference when choosing to fly in the morning or the evening on this flight route.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

Top 5 airlines serving from Midway to the United States

Need help choosing which airline to fly with from Midway to the United States? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.1
SouthwestOverall score based on 5912 reviews
8.3Boarding
8.7Crew
8.1Comfort
7.8Entertainment
7.3Food
Airline reviews

Flights were full but SWA still managed to get everyone loaded and depart on time. No snack or beverage service on the first leg due to turbulance. Seats were clean but very little cushioning. Reasonable amount of leg room.

10.0 ExcellentJames, Jun 2024OAK - DEN
Read more about Southwest reviews

Flights were full but SWA still managed to get everyone loaded and depart on time. No snack or beverage service on the first leg due to turbulance. Seats were clean but very little cushioning. Reasonable amount of leg room.

AC wasn't working then we sat on the tarmac in Austin for 40 minutes waiting for a gate.

Had a long layover in rainy Chicago. The staff were attentive - my husband needed a wheelchair due to a recent fall and unsteady on his feet. They are wonderful for those of us who need a bit of extra care. My only complaint was discovered upon unpacking our suitcases at home. One (we had 3 carry on size and one just a bit larger) had water damage to everything inside. All the clothing (just happened to be the case with the clean clothes) were wet. I know it was raining, but why would items inside be wet? The paperwork packed in this case was damp with ink running. There were momentos from our 10-day European vacation that I was hoping to scrapbook - but alas, they will be scrapped - too damaged to keep. The boxes of French chocolate were damp on the outside. My expensive camera now has a cracked screen and a Gaudi tea-for-one was cracked - even though it was packed in clothing. I know it happened on this flight as I repacked all four suitcases before leaving New York in the morning. My first unhappy experience with luggage at Southwest.

it was a short flight, so no refreshments. Could've used some water since I was running from the end of one terminal to the end of another to catch this flight

The flight took off late, which really stressed me out for 5 hours worrying about my connection. We started boarding late... not sure why. There was a long line for preboard of folks that needed assistance or were in wheelchairs and not enough attendants to help. There was one lady who seemed to hold up regular boarding bc she needed to consolidate her 3 bags into 2. I'm wondering why we all had to wait for her and not board around her. Crew on board was great! So funny, so helpful and very nice. They reassured me my connecting flight would wait... and it dead. Seems it was waiting on several connecting flights, so it took off late too. Overall a very long trip but I'm glad I didn't have to spend the night in the Baltimore airport. And why are SW terminals so far from each other. I had to haul from the end of one terminal to the end of different terminal to catch my flight.

Great no problem boarding suitcase on time for pick up

With early bird check in, I might start flying southwest again.

I stopped flying southwest a long time ago. I don’t care for their boarding process, especially when I have a family to try and seat together. The early bird check in made it so much easier. As long as you do that, it’s great.

Very helpful, convenient, nice crew members, no extra fees, helped us saving 4 hrs of travel by booking is on an earlier flight

They were great: helped us to get on an earlier flight without any fees. We saved over 4 hrs! Everything was great and affordable

Really bad baggage handling. Had my Rimowa bag badly damaged at the latches.

It was pretty good I was worried with the short Layover that I might not catch my connection but the gate was there

It was good until there was a 3 hour delay because there was not any pilots to fly the plane.

There was plenty of overhead room but half of the passengers were told they had to check their carryon bags. My partner and I checked in as early as possible and our seats were split across the aisle.

Friendly flight attendants. Comfort plus seats were very comfortable and had lots of leg room. 10A and 10 B.

Flew first class so everything was great. But maybe because the flights were red eye, no meals were served, just chips. I flew Alaska Air 1st class at 9PM (2 hour flight) and they served beef short rib sliders!

Had to change aircraft due to a faulty door. Surprisingly it only caused about an hour and a half of delay. Delta handled this situation as well as can be expected.

Awful. Flight was continuously getting delayed and gates kept changing without any reason. Flight was delayed for more then 3 hours

Paid premium for Delta only to be on safe but tired old 767 with ancient cabin in mediocre condition. Poor wifi and horrible inflight entertainment. Hardly a premium experience. Should have flown SW and had fun flight crew and no pretense

Our flight to Zurich was delayed by almost 3 hours, so we missed our next flight. There was no indication it would be delayed this much. We were told the gate had changed and then it apparently took over 2 hours to load the "catering" on the plane. We were not compensated in any way for the trouble.

Flight was good, boarding was a breeze, flight attendants were friendly and professional. There was a medical issue with another passenger and the crew handled it in a calm and professional way.

The net issue I had was with the gate agent. We had added a carryon to our boarding pass when we checked bags. When I got to the boarding gate the agent was rude asking why I had a backpack - I said I added it - even had an orange tag on it. She ripped my tag off and swung her monitor around to show me how she was right- saying it isn’t wasn’t listed - only a checked bag. I explained again that I wasn’t sure what the issue was but I wouldn’t have an orange tag if I hadn’t added it. Then she finally checked my husband’s boarding pass and found that the agent at checkin had added my carryon to his boarding pass instead of mine. She sent me on my way without my orange tag. Was a bit embarrassing for me the tone she used with me assuming I was trying to get away with something.

Gate agent asked if I could switch seats so a family could sit together. Agent moved me to a seat in the front of the plane, no charge. It was easy. The agent did a great job.

Great seat space. However food and drink prices outrageous. Jabbing to pay for a carry on bag or stuck paying at the gate too much.

Every Allegiant Air flight I've ever taken has been delayed. This flight was delayed a full 2 hours. It was excuse after excuse after excuse. It was a flight from southern Florida. They made us board the plane on time, but made us wait for 2 hours on the tarmac. Because the engines were kept shut off, so was the air conditioning. One can only imagine how hot the air was in the cabin over those 2 hours on the tarmac, while in the hot Florida sun. Just terrible.

Actually, for the price, I'm willing to put up with a little discomfort (upright chairs) and at times inconveniences (like any airline), lack of entertainment (I can bring my own). My flight was non stop and smooth. I would fly this route again.

The flight was delayed 6 hours and we were only offered an $8 food credit. My husband stood in line to get the credit for 45 minutes and when he got close to the end of the line the computers went down.

Worst ever! Flight cancelled supposedly for weather even though we k ow of many others who flew into Bangor same time no problem. At the airport there was no customer service at all just refund and no possibility of rebook for 3-4 days. Aweful won’t fly with them again!!

It’s a budget airline so adjust expectations accordingly. Nothing is without a fee but such is necessary for tickets to remain so affordable.

No complaints. It’s a budget airline so can’t expect any frills.

Terrible legroom, seats do not recline, tray table the size of an iPhone, delayed flight, have to pay 5$ to get a cup of water onboard.

Could have TV/Movie and some water ou soda free

Flight was good and clean but delayed over an hour on the return flight.

The non stop flight and able to go into Atlantic City airport. They could lower the prices. It starts out low but then if you want to bring luggage and pick your seat the price goes up quite a bit.

Flight got diwngraded last minute and left us stranded. I was told I’ll be given credit for my luggage and seat upgrades but haven’t got anything yet

We can’t predict circumstances like this ahead of time, but I give your staff a hats off for immediately giving us updated informations.

It was nice! There was a very unhappy child in front of us and the flight attendant did a great job calming the child. I was impressed.

The plane was not on time for boarding or departure or arrivals.

EVERYTHING WAS WONDERFUL HOSPITALITY THE HELP.THE SEATING FRIENDLY ALWAYS HAVE A GOOD RIDE NOT ONE BAD EXPERIENCE WITH THEM

This was the smoothest flight I have had in awhile. I was also offered an exit row seat for a great upgrade cost and was able to sleep almost thr whole flight due to comfort and a smooth flight. We left on time and arrived on time.

FRONTIER SUCKS! The agent downstairs tricked me into booking, just to get to the gate. At the gate, they told me they couldn't help. I then called Customer Service. They and the gate attendants kept blaming each other. Neither side was willing to help the customer.

The agent at check-in was strident, unwelcoming, and condescending to customers ahead of me.

Flight was delay 9hrs and nothing was provided at airport, had to go and get a room to sleep in, paid for Uber back and fort with no offers until we landed back home a 1hr later for a $75 voucher for a future flight.

Didn't like anything..entire crew was very rude to everyone on the flight. Plane old and the trays fall down on you the while time you're flying. Charged more for a carry on bag than for the plane ticket itself. Did make it from point a to point b, but worth the extra money to fly with another airline

9 hours of delay!! Was not able to check my luggage that I paid for!!!

It was delayed 9 hours for operational reasons, despite the plane arriving to the airport on time.

I am very disappointed with Frontier Airlines. They cancelled our flight because they couldn't find a crew member, and then didn't get us to our connecting flight. We had to cancel our whole vacation. We were promised flight and hotel vouchers, but they never sent them.

9hrs delay and didn’t provided anything until after flight landed $75 voucher for fiuture travel no meals or anything.

It was ridiculously hard to check in for the flight, and Frontier charged us a LOT of money to have a carry on suitcase, and then told everyone we could not carry on bags and had to check them through at the gate, and didn't refund the extra money we paid to have the suitcase as carry on.

I had a terrible experience with Frontier. I arrived before the 60 minute cut off and was told that Frontier has a two hour window for bags. I was then told the next available flight wasn’t until the end of the day (I had booked a 6am flight). I took a look around and saw other people being told that they could not board their flights or that they had to pay additional fees. I opted to rebook on American Airlines. There’s absolutely no straightforward way to contact Frontier, so this ticket was a complete waste of money. Oh - and the kicker is that the lady lied about the two hour cut off.

Book cheap flights from Chicago to the United States

Recent round-trip flight deals

10/2Wed
nonstopFrontier
1h 56mMDW-ATL
10/5Sat
nonstopFrontier
1h 55mATL-MDW
$46
8/6Tue
nonstopFrontier
2h 00mMDW-ATL
8/20Tue
nonstopFrontier
1h 55mATL-MDW
$47
8/20Tue
1 stopDelta
5h 00mMDW-DFW
8/24Sat
1 stopDelta
6h 25mDFW-MDW
$176
7/4Thu
nonstopDelta
1h 52mMDW-ATL
7/6Sat
nonstopDelta
1h 56mATL-MDW
$177
7/12Fri
1 stopAllegiant Air
10h 58mMDW-EWR
7/14Sun
1 stopAllegiant Air
27h 29mEWR-MDW
$230
6/17Mon
nonstopSouthwest
2h 05mMDW-LGA
6/20Thu
nonstopSouthwest
2h 20mLGA-MDW
$235
7/15Mon
nonstopSouthwest
2h 10mMDW-LGA
7/17Wed
nonstopSouthwest
2h 25mLGA-MDW
$236
6/24Mon
1 stopAllegiant Air
11h 57mMDW-EWR
7/19Fri
1 stopAllegiant Air
10h 22mEWR-MDW
$238
7/15Mon
2 stops
23h 52mMDW-EWR
7/19Fri
1 stop
10h 22mEWR-MDW
$282
6/14Fri
2 stops
14h 05mMDW-EWR
6/17Mon
1 stop
10h 23mEWR-MDW
$302

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Recent one-way flight deals

9/16Mon
nonstopFrontier
3h 59mMDW-LAS
$40
7/1Mon
nonstopFrontier
2h 27mMDW-DFW
$41
8/7Wed
1 stopDelta
5h 06mMDW-EWR
$78
7/10Wed
nonstopDelta
1h 54mMDW-ATL
$79
7/5Fri
1 stopAllegiant Air
19h 51mMDW-EWR
$107
7/12Fri
1 stopAllegiant Air
10h 58mMDW-EWR
$109
6/30Sun
1 stopSouthwest
3h 30mMDW-ATL
$114
6/27Thu
nonstopSouthwest
2h 10mMDW-LGA
$118
8/5Mon
2 stops
22h 53mMDW-ATL
$141
7/22Mon
2 stops
22h 16mMDW-ATL
$144

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Last minute flights from Midway to the United States

Last minute flight, train and bus deals

6/11Tue
nonstopFrontier
2h 04mMDW-ATL
6/18Tue
nonstopFrontier
2h 01mATL-MDW
$88
6/11Tue
nonstopFrontier
2h 28mMDW-DFW
6/19Wed
nonstopFrontier
2h 18mDFW-MDW
$91
6/11Tue
multi-stopDelta
5h 00mMDW-DFW
6/18Tue
multi-stopDelta
5h 15mDFW-MDW
$286
6/11Tue
multi-stopDelta
5h 06mMDW-EWR
6/12Wed
multi-stopDelta
3h 43mEWR-MDW
$292
6/10Mon
nonstopSouthwest
2h 10mMDW-LGA
6/13Thu
nonstopSouthwest
2h 20mLGA-MDW
$326
6/11Tue
nonstopCitizenPlane
2h 28mMDW-DFW
6/15Sat
nonstopCitizenPlane
2h 21mDFW-MDW
$328
6/10Mon
multi-stopSouthwest
4h 55mMDW-LGA
6/13Thu
nonstopSouthwest
2h 20mLGA-MDW
$335
6/7Fri
multi-stopAllegiant Air
11h 31mMDW-EWR
6/14Fri
multi-stopAllegiant Air
10h 23mEWR-MDW
$410
6/10Mon
nonstopCitizenPlane
4h 03mMDW-LAS
6/13Thu
nonstopCitizenPlane
3h 33mLAS-MDW
$435
6/7Fri
multi-stopAllegiant Air
19h 51mMDW-EWR
6/10Mon
multi-stopAllegiant Air
9h 49mEWR-MDW
$442

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Chicago Midway Airport - United States Flights

Departure:

Chicago Midway Airport (MDW)United States

Return flight deals:

United States - Chicago Midway Airport

Cabin classes:

$632
$677
$814
$37

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